Synthesis and EPR studies of 2-N-tert-butylaminoxylpurine derivatives

被引：18

作者：

Kaneko, T ^{[1
]}

Aso, M ^{[1
]}

Koga, N ^{[1
]}

Suemune, H ^{[1
]}

机构：

[1] Kyushu Univ, Grad Sch Pharmaceut Sci, Fukuoka 8128582, Japan

来源：

ORGANIC LETTERS | 2005年 / 7卷 / 02期

关键词：

D O I：

10.1021/ol047668t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2'-Deoxyribofuranosylpurine derivatives bearing an N-tert-butylaminoxyl group (1a and 2a) were synthesized via oxidation of the corresponding N-tert-butylhydroxylamines (1b and 2b), which were synthesized by lithiation of 8-TIPS-6-chloropurine (3) at the 2-position and the following reaction with 2-methyl-2-nitrosopropane. Treatment of 1b and 2b with 1 equiv of NalO(4) resulted in efficient formation of la and 2a. which were isolated as purple and red solids, respectively. The EPR spectra of la showed pH dependency due to structural change of purine moiety.

引用

页码：303 / 306

页数：4

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